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MBWiTech & Wawanesa

June 16 from 5:00 pm - 7:00 pm

Manitoba Women in Tech and Wawanesa invite you to: Betting on Yourself: Risk-Taking in Careers

Career growth in tech and business demands calculated risk-taking. Betting on Yourself brings together senior leaders from Wawanesa to unpack what it looks like to step into opportunities before you feel ready, make high-impact decisions in complex environments, and transform failure into a strategic advantage. This panel discussion is designed to challenge risk-averse thinking and equip attendees with practical approaches to advancing their careers with confidence.

Session Focus Areas

  • Stepping Up Before You’re Ready: Recognizing and acting on stretch opportunities despite imposter syndrome
  • High-Stakes Decision-Making: Frameworks for navigating complex, technical, and business-critical choices
  • Learning from Failure: Creating feedback loops and leveraging psychologically safe environments for growth
  • Confidence in Practice: Tools to build credibility, resilience, and leadership presence

Panelists from Wawanesa

Moderated by Ramneet Mavi, Director, Application Delivery – Enterprise Solutions 

Key Takeaways

  • Practical strategies for evaluating and taking career risks
  • Insight into executive-level decision-making under pressure
  • Techniques to overcome imposter syndrome and build confidence
  • Real-world examples of failure reframed as growth 

This event is proudly sponsored by the Women+ Employee Resource Group at Wawanesa Insurance, an initiative rooted in the organization’s broader commitment to diversity, equity, inclusion, and belonging. Through programs like this, Wawanesa actively creates space for underrepresented voices, supports leadership development, and fosters a culture where individuals are empowered to take meaningful risks in their careers. Betting on Yourself is hosted in partnership with Manitoba Women in Tech, bringing together community, industry, and leadership to advance inclusive growth across Manitoba’s tech ecosystem. 


Details

June 16 @ 5:00 pm 7:00 pm

Venue

Wawanesa

236 Carlton Street
Winnipeg,

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Manitoba Women in Tech (#MBWiTech) is a community for women and gender-diverse folks working in tech, along with our allies. Whether you’re a developer, designer, founder, project manager, student, or just tech-curious: this space is for you.

Our events and workshops are agenda-free, judgement-free, and all about genuine connection.

MBWiTech is made possible through the support of three non profit organizations across Manitoba’s tech ecosystem. New Media ManitobaNorth Forge, and Tech Manitoba, who have come together to build a community of connection, learning, and inclusion.